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  2. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    The prototypical example of antiaromaticity, cyclobutadiene, is the subject of debate, with some scientists arguing that antiaromaticity is not a major factor contributing to its destabilization. [2] Cyclooctatetraene appears at first glance to be antiaromatic, but is an excellent example of a molecule adopting a non-planar geometry to avoid ...

  3. Baird's rule - Wikipedia

    en.wikipedia.org/wiki/Baird's_rule

    In organic chemistry, Baird's rule estimates whether the lowest triplet state of planar, cyclic structures will have aromatic properties or not. The quantum mechanical basis for its formulation was first worked out by physical chemist N. Colin Baird at the University of Western Ontario in 1972.

  4. Möbius aromaticity - Wikipedia

    en.wikipedia.org/wiki/Möbius_aromaticity

    In contrast to the rarity of Möbius aromatic ground state molecular systems, there are many examples of pericyclic transition states that exhibit Möbius aromaticity. The classification of a pericyclic transition state as either Möbius or Hückel topology determines whether 4N or 4N + 2 electrons are required to make the transition state aromatic or antiaromatic, and therefore, allowed or ...

  5. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugation alone.

  6. Maleic anhydride - Wikipedia

    en.wikipedia.org/wiki/Maleic_anhydride

    Maleic anhydride is a planar molecule. By virtue of the acid anhydride group, the alkene is electrophilic. On account of its cycle of 4 π electrons in an array of 5 atoms with p orbitals, maleic anhydride was long thought to exhibit antiaromaticity.

  7. Annulene - Wikipedia

    en.wikipedia.org/wiki/Annulene

    Annulenes may be aromatic (benzene, [6]annulene and [18]annulene), non-aromatic ([8] and [10]annulene), or anti-aromatic (cyclobutadiene, [4]annulene). Cyclobutadiene is the only annulene with considerable antiaromaticity, since planarity is unavoidable.

  8. Residue (complex analysis) - Wikipedia

    en.wikipedia.org/wiki/Residue_(complex_analysis)

    For a meromorphic function, with a finite set of singularities within a positively oriented simple closed curve which does not pass through any singularity, the value of the contour integral is given according to residue theorem, as: = = ⁡ (,) ⁡ (,). where ⁡ (,), the winding number, is if is in the interior of and if not, simplifying to ...

  9. Bredt's rule - Wikipedia

    en.wikipedia.org/wiki/Bredt's_rule

    In organic chemistry, an anti-Bredt molecule is a bridged molecule with a double bond at the bridgehead. Bredt's rule is the empirical observation that such molecules only form in large ring systems.